92470-27-4

Basic information

• Product Name: 9-deoxy-9a-aza-9a-methyl-9a-homoerythromycin A
• Synonyms: 9-deoxy-9a-aza-9a-methyl-9a-homoerythromycin A
• CAS NO: 92470-27-4
• Molecular Formula: C₃₈H₇₂N₂O₁₂
• Molecular Weight: 748.98448
• Mol File: 92470-27-4.mol
• Article Data: 30

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9-deoxy-9a-aza-9a-methyl-9a-homoerythromycin A(CAS DataBase Reference)
• NIST Chemistry Reference: 9-deoxy-9a-aza-9a-methyl-9a-homoerythromycin A(92470-27-4)
• EPA Substance Registry System: 9-deoxy-9a-aza-9a-methyl-9a-homoerythromycin A(92470-27-4)

Safety Data

• Hazardous Substances Data: 92470-27-4(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 76801-85-9 9-Deoxo-9a-aza-9a-homoerythromycin A 
• 7704-67-8 erythromycin thiocyanate A 
• 13127-18-9 (9-E)-deoxo-9-hydroximinoerythromycin A 
• 111321-02-9 erythromycin A 9-(E)-oxime 
• 124-40-3 dimethyl amine 
• 1357466-70-6 erythromycin A oxime thiocyanate 
• 1148112-31-5 C₃₆H₇₂N₂O₉Si 
• 1148112-30-4 C₃₆H₇₄N₂O₁₀Si 
• 1148112-18-8 C₂₃H₄₃NO₁₀ 
• 1199945-08-8 C₃₉H₆₁NO₁₀Si 
• 1148112-27-9 C₂₇H₃₈O₃Si 
• 1148112-37-1 C₂₃H₃₂O₃Si 
• 1199944-13-2 C₃₀H₃₆O₄Si 

Downstream Products

• 592476-49-8 carbonic acid benzyl ester 4-dimethylamino-2-[2-ethyl-3,4,10-trihydroxy-13-(4-methoxy-4,6-dimethyl-5-oxo-tetrahydro-pyran-2-yloxy)-3,5,6,8,10,12,14-heptamethyl-15-oxo-1-oxa-6-aza-cyclopentadec-11-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester 
• 90503-06-3 azithromycin-3'-N-oxide 
• 117772-70-0 azithromycin Monohydrate 
• 117693-41-1 (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)‐11-((2S,3R,4S,6R)‐4-dimethylamino-3-hydroxy-6-methyl-tetrahydropyran-2-yloxy)-2-ethyl-3,4,10,13-tetrahydroxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopetadecan-15-one 
• 1192304-11-2 N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-9-deoxo-9a-methyl-9a-aza-9a-homoerythromycin A 
• 3758-45-0 cladinose 
• 1338923-74-2 4''-O-((4-(3,5-dinitrobenzamido)butyl)carbamoyl)azithromycin 11,12-carbonate 
• 1338923-73-1 4''-O-((4-(4-nitrobenzamido)butyl)carbamoyl)azithromycin 11,12-carbonate 
• 1338923-72-0 4''-O-((4-(2,4-dichlorobenzamido)butyl)carbamoyl)azithromycin 11,12-carbonate 
• 1338923-71-9 4''-O-((4-(4-bromobenzamido)butyl)carbamoyl)azithromycin 11,12-carbonate 
• 1338923-70-8 4''-O-((4-(4-chlorobenzamido)butyl)carbamoyl)azithromycin 11,12-carbonate 

Relevant articles and documents

Preparation method of azithromycin (by machine translation)

After the reaction temperature is, the reaction temperature of A is adjusted 0 °C to, for NaHCO3 hours, and then the reaction solution is evaporated and dried, 1 by suction filtration, at NaOH. degree. C. for PH hours to obtain a white solid 11 - 12, which is dissolved in an ethanol solution 3 and subjected to suction filtration to obtain a white solid . The invention discloses a 2h preparation method, of azithromycin in an ethanol solution after reaction, A; hours to carry out suction filtration; to A g of the toluene, sulfonyl. chloride, obtained 10 °C. (by machine translation)

Mild, calcium catalysed Beckmann rearrangements

A mild calcium catalysed Beckmann rearrangement has been realised, which forgoes the more traditional harsh reactions conditions associated with the transformation. The catalyst system is shown to be tolerant towards a wide variety of functional groups relevant to natural product synthesis and medicinal chemistry and the synthetic utility of the reaction has also been investigated. A preliminary mechanistic investigation was performed to understand the nature of the incoming nucleophile and a possible reaction pathway is described.

Method for synthesizing azithromycin

The invention relates to a method for synthesizing azithromycin. According to the invention, erythromycin thiocyanate is adopted as an initial raw material of an oximation reaction, such that erythromycin oxime thiocyanate is obtained; the next step of reaction is directly carried out; and through rearrangement, reduction and methylation reactions, azithromycin is obtained. The rearrangement and reduction reactions are carried out with a one-pot method. A reduction reaction product is not separated in a solid form, and is directly used in the methylation reaction. With the synthesizing method provided by the invention, a conversion process from erythromycin oxime thiocyanate to eythromycin oxime is eliminated, and steps that rearrangement and reduction products are separated in solid forms in an original process are also eliminated. The process is environment-friendly and simple, and has the advantages of high yield, low cost, low pollution and high product purity. The method is suitable for industrialized productions.